Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.
Pyrrolidinones derived from (S)-pyroglutamic acid: penmacric acid and analogues.
复制标题
衍生自 (S)-焦谷氨酸的吡咯烷酮：penmacric 酸和类似物。
DOI：
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发表时间：
2003
影响因子：
3.2
通讯作者：
M. Moloney
中科院分区：
文献类型：
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作者：
M. Anwar;Jonathan H. Bailey;Laura C. Dickinson;Hermia J Edwards;R. Goswami;M. Moloney
使用衍生自双环内酰胺模板的α-卤代内酰胺或内酰胺烯醇化物的烷基化反应可以分别以高的内-或外-非对映选择性进行。在后一种情况下，通过烯醇化物生成和受阻酚淬灭的立体化学校正是可能的，具有中等的效率。该方法已应用于保护的青霉酸及其类似物的合成。
Alkylation reactions using alpha-halolactams or lactam enolates derived from bicyclic lactam templates can proceed with high endo- or exo- diastereoselectivity respectively. In the latter case, stereochemical correction by means of enolate generation and hindered phenol quench is possible with moderate efficiency. This protocol has been applied to the synthesis of protected penmacric acid and its analogues.